Triphenylphosphine → Ethyl (5-{2-[4-(5-bromo-2-chlorophenoxy)piperidin-1-yl]pyrimidin-5-yl}-2H-tetrazol-2-yl)acetate

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl {5-[2-(4-hydroxypiperidin-1-yl)pyrimidin-5-yl]-2H-tetrazol-2-yl}acetate (44 mg, 0.132 mmol), 5-bromo-2-chlorophenol (32.9 mg, 0.158 mmol) and triphenylphosphine (45 mg, 0.172 mmol) in THF (660 μL) was added diethyl azodicarboxylate (27.2 μL, 0.172 mmol). The mixture was heated at 50° C. for 4 h. The solvent was evaporated and the crude product was purified by Combiflash chromatography (SiO2-12 g, gradient elution of 10-50% EtOAc/hexanes over 30 min) to afford the title product as a solid. MS: m/z 422, 424 (MH+).

Provenance & Evidence